Process of making sulfureted hydrocarbons.



PATENT Patented June20, 1905.

FFICE,

FRIEDRICH SAMUEL VALENIINER QF LEIPSIO, GERMANY, ASSIGNOR TO OOMPAGNIE MORANA SOCIETE ANONYME, OF ZURICH, SWITZER- LAND.

PROCESS OF' MAKING SULFURETED HYDROCARBONS.

SPECIFICATION forming part of Letters Patent No. 792,683. dated June 20, 1905. Application filed October 12, 1903. Serial No. 176,763.

To all wit/mt it may concern.-

Be it known that LFRIEDRIGH SAMUEL VAL- ENTINER, a sub ect of the King of Saxony, and

a resident of Leipsic, Saxony, Germany, have R the principle formula C S. In this formula R may be substituted by any organic radical. The condensation takes place in that H the oxygen and hydrogen of the C with the one hydrogen of the sulfureted hydrocarbon is separated in the form of water, at the same time forming a high molecular sulfureted hydrocarbon. To show the validity of this reaction, I have condensed several aldehydesfor example, an aliphatic, an aromatic, and an oleiinic terpenaldehyde-with sulfureted hydrocarbons. By analysis I have found that this reaction always tool: place in accordance with said formula.

For better understanding I give hereinafter some details of the aforesaid examples:

First. Aliphatic aide/Lyric. Formaldehyde is condensed with the theoretical quantity of thioacetone in the presence of suitable means for condensation as, for instance, diluted caustic soda. The product thus obtained consists of an amorphous colorless body which is insoluble in water, ether, ligroin, slightly soluble in alcohol, benzene, or chloroform, but is easily dissolved in epichlorhydrin. The melting-point is not sharp, and the said product constitutes a ductile, tenacious, and kneadable mass having the formula CiHt-S.

Analysis: Sulfur, theoretically found,37.21 per cent; practically found, 37.28 per cent.

Second. Aomnatic aZcZc/tydc.lf the formaldehyde is replaced by benzaldehyde,a body of a very light yellow color is obtained which crystallizes from alcohol in colorless fine needles of crystals, being fusible at 175 to 176 eentigrade. The formula of this new body is Anal ysis: Sulfur, theoretically found, 19.75 per cent; practically found, 19.59 per cent.

TIL 13rd. Olcfimlc tcmacmoldchydc. -By using olefinic terpenaldehyde citral instead of formaldehyde an oil of yellow color with a light smell of leek of the formula U13II20S is obtained, which boils at 150 to 153 eentigrade under a pressure of twelve millimeters.

Analysis.

Theoretically Practically found. found.

Per cent. Per cent.

The same products as above described are obtained by using a solution of metallic sulfids, polysulfids, and sulfhydrates or sulfids of ammonium for the condensation of aldehydes with acetones. In this reaction the oxygen of CO is replaced by sulfur and at the same What I claim is 1. The method of producing sulfureted hydrocarbons by condensing aldehydes with sulfureted-hydrocarbons of the general formula GS in the presence of a condensing R agent, substantially as described.

2. The method of producing sulfureted hydrocarbons by condensing aldehydes With ace I 

